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3-Hydroxy-3-methylglutaric acid

3-Hydroxy-3-methylglutaric acid structure

CAS No:
503-49-1
Formula:
C6H10O5
Chemical Name:
3-Hydroxy-3-methylglutaric acid
Synonyms:
Pentanedioic acid,3-hydroxy-3-methyl-;Glutaric acid,3-hydroxy-3-methyl-;3-Hydroxy-3-methylpentanedioic acid;3-Hydroxy-3-methylglutaric acid;β-Hydroxy-β-methylglutaric acid;Meglutol;3-Methyl-3-hydroxyglutaric acid;Dicrotalic acid;CB 337;Mevalon;HMGA;Lipoglutaren;Medroglutaric acid;HMG;NSC 361411;3-Methyl-3-hydroxypentanedioic acid
Categories:
Biochemical Engineering > Amino Acids and Derivatives

Description

Meglutol is an antilipemic agent which lowers cholesterol, triglycerides, serum beta-lipoproteins and phospholipids, and inhibits the activity of hydroxymethylglutarryl CoA reductases, which is the rate limiting enzyme in the biosynthesis of cholesterol.

Solid

3-hydroxy-3-methylglutaric acid is a dicarboxylic acid that is glutaric acid in which one of the two hydrogens at position 3 is substituted by a hydroxy group, while the other is substituted by a methyl group. It has been found to accumulate in urine of patients suffering from HMG-CoA lyase (3-hydroxy-3-methylglutaryl-CoA lyase, EC 4.1.3.4) deficiency. It occurs as a plant metabolite in Crotalaria dura. It has a role as an antimetabolite, an anticholesteremic drug, an EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor, a human metabolite and a plant metabolite. It is a dicarboxylic acid, a 3-hydroxy carboxylic acid and a tertiary alcohol. It derives from a glutaric acid. It is a conjugate acid of a 3-hydroxy-3-methylglutarate(1-).|An antilipemic agent which lowers cholesterol, triglycerides, serum beta-lipoproteins and phospholipids. It acts by interfering with the enzymatic steps involved in the conversion of acetate to hydroxymethylglutaryl coenzyme A as well as inhibiting the activity of HYDROXYMETHYLGLUTARYL COA REDUCTASES which is the rate limiting enzyme in the biosynthesis of cholesterol.

3-Hydroxy-3-methylglutaric acid Basic Attributes

Molecular Weight：

162.14

Exact Mass：

162.14

EC Number：

207-971-1

UNII：

CLA99KCD53

NSC Number：

760412|361411

DSSTox ID：

DTXSID90198304

ATC Code：

C - Cardiovascular system

HScode：

2918199090

Characteristics

PSA：

94.8

XLogP3：

-1.2

Appearance：

Solid

Density：

1.417 g/cm3

Melting Point：

108-109 °C

Boiling Point：

120 °C / 13mmHg

Flash Point：

182.2ºC

Refractive Index：

1.512

Storage Conditions：

−20°C

Toxicity：

LD50 in mice (g/kg): 7.33 orally; 3.23 i.p. (Savoie, Lupien)

Collision Cross Section：

123.66 Å² [M-H]- [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|135.9 Å² [M+Na]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|126.5 Å² [M-H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|126.9 Å² [M-H]-

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

22-24/25-36-26

RTECS Number：

MA3753000

Marks：

Precautionary statement(s)：

P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362

Hazard Statements：

H315

Drug Information

MeSH：

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)|Compounds that inhibit HYDROXYMETHYLGLUTARYL COA REDUCTASES. They have been shown to directly lower CHOLESTEROL synthesis. (See all compounds classified as Hydroxymethylglutaryl-CoA Reductase Inhibitors.)|Substances that lower the levels of certain LIPIDS in the BLOOD. They are used to treat HYPERLIPIDEMIAS. (See all compounds classified as Hypolipidemic Agents.)|Substances used to lower plasma cholesterol levels. (See all compounds classified as Anticholesteremic Agents.)

MeSH Entry Terms：

3 Hydroxy 3 methylglutaric Acid

3-Hydroxy-3-methylglutaric acid Use and Manufacturing

antihyperlipoproteinemia

Computed Properties

Molecular Weight:162.14
XLogP3:-1.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:162.05282342
Monoisotopic Mass:162.05282342
Topological Polar Surface Area:94.8
Heavy Atom Count:11
Complexity:158
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Tetrahydrofuran

Potassium hydroxide

Ethyl acetate

SODIUM SULFATE

Acetic acid

Sulfuric acid

Hydrogen peroxide

Sodium sulfate

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Meglutol

Unit Price: $2200-2500 /G FOB

CAS No.: 503-49-1

Grade: Industrial Grade

Content: 98%

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Guide of 3-Hydroxy-3-methylglutaric acid

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Material
Recommended Suppliers
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3-Hydroxy-3-methylglutaric acid

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